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Sigma-Aldrich

4-tert-Butylbenzaldehyde

97%

Sinónimos:

4-(1,1-Dimethylethyl)benzaldehyde, p-tert-Butylbenzaldehyde, para-tert-Butylbenzaldehyde

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About This Item

Fórmula lineal:
(CH3)3CC6H4CHO
Número de CAS:
939-97-9
Peso molecular:
162.23
Beilstein/REAXYS Number:
1906461
EC Number:
213-367-9
MDL number:
MFCD00035742
UNSPSC Code:
12352100
PubChem Substance ID:
24863644
NACRES:
NA.22

Quality Level

200

assay

97%

form

liquid

refractive index

n20/D 1.53 (lit.)

bp

130 °C/25 mmHg (lit.)

density

0.97 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccc(cc1)C(C)(C)C

InChI

1S/C11H14O/c1-11(2,3)10-6-4-9(8-12)5-7-10/h4-8H,1-3H3

InChI key

OTXINXDGSUFPNU-UHFFFAOYSA-N

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General description

4-tert-Butylbenzaldehyde is an important intermediate for the synthesis of medicines, dyes, flavor and fragrance compounds. It is reported to be formed during the partial oxidation of 4-tert-butyltoluene by hydrogen peroxide in glacial acetic acid, catalyzed by bromide ions in combination with cobalt(II) acetate or cerium(III) acetate. Schiff base reaction between 4-tert-butylaniline and 4-tert-butylbenzaldehyde in ethanol has been carried out on-chip in the matrix assisted laser desorption ionization (MALDI) chamber, the formed imine was detected in real time.

Application

4-tert-Butylbenzaldehyde is suitable for use in a kinetic study to evaluate the kinetic constants (KI) for inhibition of mushroom tyrosinase by 4-substituted benzaldehydes.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Repr. 2 - Skin Sens. 1

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Leon G A van de Water et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(28), 8037-8044 (2007-07-12)
The partial oxidation of 4-tert-butyltoluene to 4-tert-butylbenzaldehyde by hydrogen peroxide in glacial acetic acid, catalyzed by bromide ions in combination with cobalt(II) acetate or cerium(III) acetate, has been studied in detail. Based on the observed differences in reaction rates and
Monica Brivio et al.
Lab on a chip, 5(4), 378-381 (2005-03-26)
The integration of a monitoring port along the microfluidic path of a MALDI-chip integrated device is described. Optimization of the microreactor design allows longer reaction and measuring times. The Schiff base reaction between 4-tert-butylaniline (1) and 4-tert-butylbenzaldehyde (2) in ethanol
M Jiménez et al.
Journal of agricultural and food chemistry, 49(8), 4060-4063 (2001-08-22)
A kinetic study of the inhibition of mushroom tyrosinase by 4-substituted benzaldehydes showed that these compounds behave as classical competitive inhibitors, inhibiting the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) by mushroom tyrosinase (o-diphenolase activity). The kinetic parameter (K(I)) characterizing this inhibition was
Chao-Bin Xue et al.
Bioorganic & medicinal chemistry, 15(5), 2006-2015 (2007-01-30)
Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones. Inhibition of PO may provide a basis for novel environmentally friendly

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